My Story

Mike Callaghan has spent more than 25 years leading technology in organizations where failure isn't an option — the military, county and state government, and now as a consultant and teacher.

He began his career as a Communications-Computer Officer in the U.S. Air Force. In civilian leadership, he served as Director of Business Applications & Technology for Multnomah County's Department of Community Justice, where he led the department's Workday ERP implementation and managed a $9.2M technology budget; as Senior Program Manager at the Oregon Health Authority, leading a $54M statewide healthcare digital transformation; and as IT Director and Interim CIO at the Oregon Liquor & Cannabis Commission, where his $23M technology strategy modernized warehouse, point-of-sale, and ERP systems and brought Microsoft Copilot into the organization.

Today Mike teaches AI at Portland Community College — and founded Cascade IT Strategy to bring that same experience to organizations that need senior IT leadership without a full-time CIO. He also stays close to the profession as a member of the Society for Information Management (SIM).

Mike lives in West Linn, Oregon, works with clients across the Portland metro, and takes remote engagements anywhere.

Credentials:
B.S., U.S. Air Force Academy · MBA, Loyola Marymount University
PMP · CISM · Microsoft AI Transformation Leader · Prosci Change Management · ITIL

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